Deployment Strategist

CAPSULE; New York (NY); On-site; USD 140,000 - 210,000; Full time

Benefits offered by this job

Competitive salary + meaningful equity

In-person team in NYC

Job summary

Glimpse is hiring a Deployment Strategist to guide our largest enterprise customers from problem discovery through deployment, ensuring measurable value. You will translate real-world workflows into technical requirements and collaborate with engineering to deliver AI solutions end-to-end, keeping external and internal teams aligned.

This role blends technical acumen with customer empathy, systems thinking, and project management to drive implementations with cross-functional teams.

Qualifications

• 3+ years of experience doing customer discovery in ambiguous environments.
• Strong technical + systems intuition and ability to reason about integrations and data flows.
• Experience operating inside complex enterprise systems with cross-functional stakeholders.
• Excellent customer-facing communication and ability to lead sessions with operators and executives.

Responsibilities

• Lead sales discovery and technical demos with enterprise customers to understand pain points and success criteria.
• Scope and structure pilots by translating customer pain points into Glimpse capabilities.
• Outline requirements for new agents and integrations in partnership with engineering.
• Align executive and user stakeholders on scope, timelines, and resourcing.
• Run cross-functional implementations coordinating engineering, product, and ops teams.
• Own deployment into production including configuration, testing, rollout, and iteration.
• Communicate results and value to operational users and executive sponsors with reports and next steps.
• Partner with Sales and Product to share insights and influence the deployment playbook.

Job description

About Glimpse

Glimpse is the leading AI platform for CPG brands — automating critical back-office workflows like deductions management, revenue recovery, and cash application. Since launching in April 2024, we've grown from 0 to 200+ customers, raised $52M from investors including a16z, 8VC and Y Combinator.

Our AI agents retrieve deduction data, validate charges, automate cash application, and dispute invalid claims — work that would take a full-time employee years to complete. For a $1B CPG brand, a single Glimpse agent reviewed 17,000 deductions in under 24 hours, identifying over $10M in recoverable revenue.

We're building the next-generation suite of services for consumer brands and are looking for exceptional people to help us scale.

About the Role

We’re hiring a Deployment Strategist to lead our most complex enterprise customers through the stages of problem discovery, solution scoping, successful deployment, and measurable value.

You’ll be tasked with deeply understanding CPG and retail systems within our enterprise customers, translating messy real-world workflows into clear technical requirements, and working with engineering to deliver end-to-end Glimpse’s AI solutions to customers - keeping external and internal teams aligned.

If you’re someone that wants a hand in the entire lifecycle of our biggest customers, this position is for you. This role requires a blend of technical acumen, customer empathy, systems thinking, and project management.

What You’ll Do

• Lead sales discovery and technical demos with enterprise customers to understand pain points, current workflows, constraints, and success criteria.

• Scope and structure pilots by translating customer pain points and orchestrating Glimpse product capabilities to prove quick value for customers.

• Outline requirements for new agents and integrations in partnership with the customer and our engineering team and help roll them out to customers

• Align executive and user stakeholders on scope (what we’re doing, what we’re not doing, timelines, resourcing, risks, dependencies).

• Run cross-functional implementations: coordinate engineering, product, ops, and customer teams to deliver the end outcome.

• Own deployment into production: configuration, testing, rollout planning, and post-launch iteration.

• Communicate results and value to both operational users and executive sponsors - progress updates, impact reporting, and next-step recommendations.

• Partner closely with Sales and Product to share customer insights, influence roadmap, and improve our deployment playbook.

Who You Are

Must-haves

• 3+ years of experience doing customer discovery in ambiguous environments (ex-founder, early-stage product manager, deployment strategist/FDE, solutions/implementation/consulting, solutions engineering, or similar).

• Strong technical + systems intuition: you don’t need to be a pure software engineer, but you can reason about integrations, data flows, edge cases, and implementation constraints, as well as collaborate tightly with engineering.

• Experience operating inside complex enterprise systems, especially where processes span many tools and teams (CPG/retail exposure is a plus).

• Excellent customer-facing communication: comfortable leading working sessions, aligning stakeholders, and explaining scope, risks, and technical concepts to both operators and execs.

Nice-to-haves

• Technical background (computer science, engineering)

• Experience with CPG, retail, deductions, trade promotions, chargebacks, EDI, or ERP ecosystems.

• Experience shipping customer-facing integrations or implementation tooling

• Experience in a solutions engineering or forward deployed engineering organization at an early stage startup

Traits that do well here

• High ownership: you don’t just advise - you drive the work to completion.

• Systems thinking: you can reason through messy workflows and design something scalable, not one-off.

• Customer empathy + backbone: you listen deeply, then confidently set boundaries and callout tradeoffs.

• Fast learner: you ramp into new domains and tools quickly.

Why Work at Glimpse?

• Competitive salary with meaningful equity

• In-person team in NYC – high ownership, fast feedback loops

• Direct impact on a company growing at an exceptional pace

• A front-row seat to building the operating system for CPG brands

GLIMPSE is an Equal Employment Opportunity Employer. GLIMPSE will consider all qualified applicants for employment without regard to race, color, religion, sex, age, national origin, sexual orientation, gender identity, marital status, disability, veteran status or any other characteristic protected by law.